Torrita di Siena

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Standing proud in the Tuscan countryside, this terracotta-bricked villa is one to remember. What struck us most wasn’t the size of the villa, it wasn’t even the azure swimming pool, it was the 3000+ square feet of lush gardens that surrounds it. 

You’re on your own private land here, encircled by rows of healthy vines, with views stretching out to the horizon. With so much greenery around you, you might feel a million miles from anything, but the famously beautiful town of Montepulciano is just under a mile away.

Families and groups of friends will love making use of the vast outdoor space, playing games on the grass and enjoying the scenery from a sun lounger. Let the blissful hours melt by, doing little else but reading, swimming, and relaxing.  

If you get itchy feet, take a gentle stroll around the gardens, before savouring a glass of local wine on the veranda – you can pick it up from the famous nearby winery, Poliziano’s. When the sun starts to set, the place to be is your Finnish hot tub – there’s nothing more luxurious than sipping wine in a hot tub, watching the sun dip into the green fields.

Although this farmhouse was recently renovated, it’s retained its traditional Tuscan charm. Thoughtfully reflecting the region’s architectural style, interspersed with contemporary amenities, it sets the tone for a magical stay in the Tuscan countryside.

Between the Vineyards

While away spectacular sunny days lost in the pages of a good book by the pool, drink fantastic local wines as you relax in the bubbling Jacuzzi, and tuck into Tuscan classics cooked on the brick barbecue at this beautiful countryside chic apartment located within a spectacular villa close to the charming hilltop village of Rigomagno.

The interior is a typically Tuscan affair, with terracotta tiled floors underfoot, a large brick fireplace to gather around, and earth tones that soothe the soul, all sitting beneath an exposed beam ceiling. In the bedroom, elegantly draped material adds a touch of Renaissance drama, while the spacious marble bathroom is perfect for post-pool pampering sessions.

Step into the shared outdoor space, and you'll find yourself surrounded by eighteen acres of pristine protected forest, with breathtakingly beautiful walks departing right from the front door. In addition to the stunning gardens (complete with table football, table tennis and a playground), you can up your relaxation game at the thermal baths in Rapolano Terme, a fifteen-minute drive away.

If you'd like to explore further afield, the lovely medieval city of Siena and the hilltop Renaissance town of Montepulciano are well within day-trip distance, with both approximately half an hour's drive away.

Rigomagno Rustico

Traditional character and contemporary touches collide in this Castelmuzio townhome. Built into the ancient city wall, it has a sense of history and grandeur that we can't get enough of. A working fireplace divides the dining area from the kitchen, while cosy bedrooms beckon after a long day – our favourite is the top-floor suite with its clawfoot tub. Outside, a sun-kissed terrace is the perfect spot to enjoy a morning coffee. There's also a private plunge pool. As for location, you'll be in the heart of the Val d’Orcia. Florence, Siena, and other Tuscan gems are within driving distance.

Cypress & Fig

This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. 

Sunflower Hill

Tucked within seventy hectares of countryside and surrounded by countless rows of olive groves and cypress trees, this charming Tuscan estate is the picture of rural tranquillity. Split into the main house and an independent annexe, the address has retained plenty of its original features – wooden beams, an open-hearth fireplace, stone floors and antique furniture give guests a sense of history. Start your day by pushing open the French doors in the living room and looking out over the neighbouring hills before sharing breakfast in the charming kitchen. 

Stepping outside, the home’s beautiful garden is an ideal sunbathing spot, while the sparkling swimming pool is perfect for cooling off from the midday heat. Find a cosy corner amid the plants to enjoy a cocktail at sundown, then head to the pergola, where an elegant dining table promises an unforgettable alfresco experience. If you can bear to leave your manor, the pretty town of Montepulciano is a short ten-minute drive away. Walk its winding streets and try the rare Vino Noble wine the region is so famous for.

Aglio e Olio

This Tuscan home is located in the picturesque village of Monticchiello. Comprising a manor house and separate cottage rented as one, it’s a great choice for a group getaway. The garden is the star attraction here, with its views of the Tuscan countryside. And if you want a relaxing start to the day, your host can provide breakfast to enjoy at the alfresco dining table. We love the exposed beams and brick archways, although the traditional decor may not be to everyone’s taste. Location-wise, you’re surrounded by rolling hills and vineyards, with the historic city of Pienza just under 4 miles away.

Rolling Hills Retreat

You’ll find this stunning twelfth-century watermill set among dappled woodland and 1.5 acres of flourishing gardens in the rambling Tuscan countryside. The owners, Marco and Alessandro, spent years lovingly renovating the home, restoring its timber beams, stone walls and terracotta flagstone floors while incorporating antique and custom pieces to create a warm, rustic ambience. If you’re spending time outside, we bet you’ll be relaxing under a parasol by the saltwater infinity pool – it’s built inside the trench that supplied the mill with water over 800 years ago. After a sun-soaked morning, head into the woods for secret spots and the best views of the rolling landscape. When you’re feeling peckish, indulge in Italian feasts out on the patio – or if you don’t feel like cooking, you’re only a five-minute drive from the gorgeous restaurants in Montepulciano. As the evening draws in, take a bottle of wine produced from grapes grown in the home’s own vineyards, and settle down in the chill-out area under the old oak tree for a night of stargazing. Featuring seven bedrooms – each with its own ensuite – a large group or family will enjoy spending quality time together without sacrificing their own personal space.

The Old Watermill

Stunning countryside views. A lush garden. A swimming pool. Even a private bowls court. This Tuscan mansion sets the scene for la dolce vita. Inside, traditional charm meets a touch of eccentricity – think vaulted ceilings, eclectic furnishings, and unexpected pops of colour. And when it comes to space? There’s more than enough to go around – two kitchens and generous communal areas make it ideal for large groups of friends or family get-togethers. Cortona, Siena and Florence are all within driving distance – though with a base like this, you might be tempted to stay put.

The Etruscan Lady

Step back in time to a simpler Italy, where this stone-built home invites you to delight in life's small pleasures. Whether it's the unique texture of a stone-built wall, or a soft breeze breaking through the Tuscan heat and gently rustling the trees. Experience the light, sky and undulating hills that stretch for miles in sharp focus – once you get used to this way of living, you'll never want to leave.

Split your sunshine time between the vast swimming pool, shared with your neighbours, and the private dining table where you can spend hours exchanging stories over cheese boards and white wine. Inside the apartment, original features and antique furniture create a comfortable, nurturing space. Put your phone on silent mode, get out a classic novel and feel the relaxation sink in.

Tuscan Rustica

Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vistas over the Tuscan countryside and instead of a farm pond, there’s now a beautiful shared pool, which is a short walk through the communal gardens. When you fancy exploring the area – go for a hike in the Val di Chiana, discover the medieval hilltop town of Montepulciano, or spend the day at one of the beaches at Lake Trasimeno.

The Tuscan Vineyard

Tucked away deep in the Tuscan countryside, this villa offers the perfect romantic base for those looking to escape the crowds. With views of rolling hills as far as the eye can see – best enjoyed from the private pool – you can soak up the tranquillity of its Valdichiana Valley setting to your heart’s content. Olive oil and wine tastings are some of the local pastimes and the two mountain bikes on hand will help with your scenic exploring. Once you’ve brought back plenty of local produce, there’s no better way to enjoy it than alfresco on the lawn. While the home’s interiors are rustic and dated in some places, the working fireplace is a nice touch, as is getting a sound night’s sleep with nothing but the wind rustling the cypress trees to disturb your slumber. 


Tuscan Elegance

This home is a handsome retreat in the heart of Val di Chiana. Outside, you can enjoy stunning views across olive trees and vineyards while lounging by the private pool. There are plenty of shaded areas for lazy afternoon reading sessions, while the terrace lends itself perfectly to evening drinks. The rooms are set across three independent cottages – all of which feature a kitchen and living room. It’s worth noting you will need a car to get around here, but it’s just a short drive to the village of Sinalunga where you’ll find restaurants and shops. It’s also the ideal base for exploring nearby Siena, Arezzo and Montepulciano.

The Vittoria 

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Book a stay in one of the best homes in Torrita di Siena.

We selected the 3244 homes worth renting in this location

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Home spotlights in Torrita di Siena

BETWEEN THE
VINEYARDS

RIGOMAGNO
RUSTICO

CYPRESS &
FIG

We've selected the top 3% homes in Torrita di Siena.

Most popular homes in Torrita di Siena.

Sunflower
Hill

Aglio e
Olio

Rolling Hills
Retreat

The Old
Watermill

The Etruscan
Lady

Tuscan
Rustica

The Tuscan
Vineyard

Tuscan
Elegance

Sunflower
Hill

Aglio e
Olio

Rolling Hills
Retreat

The Old
Watermill

The Etruscan
Lady

Tuscan
Rustica

The Tuscan
Vineyard

Tuscan
Elegance

The Vittoria

Check rates and availability for Torrita di Siena.

Book with Plum Guide.

Frequently Asked Questions

Book a stay in one of the best homes in Torrita di Siena.

We selected the 3244 homes worth renting in this location

Home spotlights in Torrita di Siena

BETWEEN THEVINEYARDS

RIGOMAGNORUSTICO

CYPRESS &FIG

We've selected the top 3% homes in Torrita di Siena.

Most popular homes in Torrita di Siena.

SunflowerHill

Aglio eOlio

Rolling HillsRetreat

The OldWatermill

The EtruscanLady

TuscanRustica

The TuscanVineyard

TuscanElegance

SunflowerHill

Aglio eOlio

Rolling HillsRetreat

The OldWatermill

The EtruscanLady

TuscanRustica

The TuscanVineyard

TuscanElegance

The Vittoria

Check rates and availability for Torrita di Siena.

Book with Plum Guide.

Frequently Asked Questions

Can I see the best in Torrita di Siena?

BETWEEN THE
VINEYARDS

RIGOMAGNO
RUSTICO

CYPRESS &
FIG

Sunflower
Hill

Aglio e
Olio

Rolling Hills
Retreat

The Old
Watermill

The Etruscan
Lady

Tuscan
Rustica

The Tuscan
Vineyard

Tuscan
Elegance

Sunflower
Hill

Aglio e
Olio

Rolling Hills
Retreat

The Old
Watermill

The Etruscan
Lady

Tuscan
Rustica

The Tuscan
Vineyard

Tuscan
Elegance